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M7655

Supelco

Mesterolone

analytical standard

Synonym(s):

1α-Methylandrostan-17β-ol-3-one

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About This Item

Empirical Formula (Hill Notation):
C20H32O2
CAS Number:
1424-00-6
Molecular Weight:
304.47
EC Number:
215-836-3
MDL number:
MFCD00133082
UNSPSC Code:
41116107
PubChem Substance ID:
329817913
NACRES:
NA.24

grade

analytical standard

Quality Level

200

drug control

USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

SMILES string

[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)[C@@H](C)CC(=O)C2

InChI

1S/C20H32O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h12-13,15-18,22H,4-11H2,1-3H3/t12-,13-,15-,16-,17-,18-,19-,20-/m0/s1

InChI key

UXYRZJKIQKRJCF-TZPFWLJSSA-N

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Statements

H351,H360FD,H362,H411

Hazard Classifications

Aquatic Chronic 2 - Carc. 2 - Lact. - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000368829
0000368829
0000271057
119H1326
119H1326V

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W M Herrmann et al.
Pharmakopsychiatrie, Neuro-Psychopharmakologie, 9(5), 205-219 (1976-09-01)
In a review article, clinical literature concerned with the psychotropic effects of androgens is presented, and the results of experimental clinical work from biochemistry, electrophysiology and psychoexperimental tests are reported. The conclusion that androgens do have psychotropic properties similar to
W B Schill et al.
Drugs, 28(3), 263-280 (1984-09-01)
Medical therapy of male infertility aims to improve or normalise the fertility status of a subfertile patient. However, this can be a frustrating task due to limited knowledge about the pathophysiology of male reproductive functions, and the fact that pharmacological
M T Mbizvo
International journal of andrology, 18 Suppl 1, 1-6 (1995-06-01)
Continued research to define the parameters of sperm function should aid the evaluation of various approaches in infertility as well as the efficacy of contraceptives for men which do not necessarily achieve azoospermia. Many treatment forms have been advocated for
F Kiesewetter et al.
The Journal of investigative dermatology, 101(1 Suppl), 98S-105S (1993-07-01)
Anagen hair bulb papillae, interfollicular dermal fibroblasts, and interfollicular keratinocytes isolated from fronto-parietal scalp biopsies as well as outer root sheath keratinocytes from plucked anagen hairs were separately grown in subculture for 14 d. The effect of different concentrations (2.4
M Iqbal Choudhary et al.
Chemistry & biodiversity, 2(3), 392-400 (2006-12-29)
The microbial transformation of mesterolone (= (1alpha,5alpha,17beta)-17-hydroxy-1-methylandrostan-3-one; 1), by a number of fungi yielded (1alpha,5alpha)-1-methylandrostane-3,17-dione (2), (1alpha,3beta,5alpha,17beta)-1-methylandrostane-3,17-diol (3), (5alpha)-1-methylandrost-1-ene-3,17-dione (4), (1alpha,5alpha,15alpha)-15-hydroxy-1-methylandrostane-3,17-dione (5), (1alpha,5alpha,6alpha,17beta)-6,17-dihydroxy-1-methylandrostan-3-one (6), (1alpha,5alpha,7alpha,17beta)-7,17-dihydroxy-1-methylandrostan-3-one (7), (1alpha,5alpha,11alpha,17beta)-11,17-dihydroxy-1-methylandrostan-3-one (8), (1alpha,5alpha,15alpha, 17beta)15,17-dihydroxy-1-methylandrostan-3-one (9), and (5alpha,15alpha,17beta)-15,17-dihydroxy-1-methylandrost-1-en-3-one (10). Metabolites 5-10 were found to be
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